Trachycladindoles H–M: Molecular Networking Guided Exploration of a Library of Southern Australian Marine Sponges
Shamsunnahar Khushi A , Laizuman Nahar A , Angela A. Salim A and Robert J. Capon A BA Institute for Molecular Bioscience, The University of Queensland, St Lucia, Qld 4072, Australia.
B Corresponding author. Email: r.capon@uq.edu.au
Australian Journal of Chemistry 73(4) 338-343 https://doi.org/10.1071/CH19567
Submitted: 31 October 2019 Accepted: 4 December 2019 Published: 23 January 2020
Abstract
A global natural product social (GNPS) molecular network guided search of a library of 960 southern Australian marine sponge extracts successfully detected a deep-water Great Australian Bight sponge, Geodia sp. (CMB-01063), as a new source of a rare class of indolo-imidazole alkaloids previously believed to be unique to a single specimen of Trachycladus laevispirulifer (CMB-03397). Chemical analysis of CMB-01063 detected the known trachycladindoles A–G (1–7), and led to the isolation, characterisation, and structure elucidation of the new trachycladindoles H–M (8–13). Structures for 8–13 were assigned on the basis of detailed spectroscopic analysis, with comparison to authentic standards of 1–7.
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